Book Holiday Homes in Upwey

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Featured Holiday Homes in Upwey

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Weymouth
With a stay at this vacation home in Weymouth, you'll be on the waterfront, within a 10-minute drive of Weymouth Beach and Weymouth Bay.
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Quiet location, short walk to beach, with views of Portland and Jurassic coast

Quiet location, short walk to beach, with views of Portland and Jurassic coast

Wyke Regis
With a stay at this vacation home in Weymouth, you'll be on the waterfront, within a 10-minute drive of Weymouth Beach and Weymouth Bay.
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Beautiful large Georgian house with a big garden. Perfect for a family or two!

Beautiful large Georgian house with a big garden. Perfect for a family or two!

Wareham
When you stay at this vacation home in Wareham, you'll be by the sea, within a 10-minute drive of Corfe Castle and Monkey World Ape Rescue Center.
Beautiful large Georgian house with a big garden. Perfect for a family or two!
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A contemporary house close to the town centre with fantastic views over Radipole Lake.

A contemporary house close to the town centre with fantastic views over Radipole Lake.

Weymouth
With a stay at this vacation home in Weymouth, you'll be by the sea, within a 5-minute drive of Weymouth Beach and Jubilee Clock Tower of Weymouth.
A contemporary house close to the town centre with fantastic views over Radipole Lake.
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

Sturminster Newton
Located in Sturminster Newton, this vacation home is on a river, within a 10-minute drive of Dorset Area of Outstanding Natural Beauty and Badger Watch ...
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
  Barn conversion, quiet location and  heated swimming  pool ( from mid May)

Barn conversion, quiet location and heated swimming pool ( from mid May)

Dorchester
With a stay at this vacation home in Dorchester, you'll be by the sea, within a 15-minute drive of Weymouth Beach and Maiden Castle.
Barn conversion, quiet location and heated swimming pool ( from mid May)
Stable Conversion Near Lulworth Cove/Jurassic Coast

Stable Conversion Near Lulworth Cove/Jurassic Coast

Dorchester
When you stay at this vacation home in Dorchester, you'll be by the sea, within a 10-minute drive of Durdle Door and Monkey World Ape Rescue Center.
Stable Conversion Near Lulworth Cove/Jurassic Coast
Cosy Dorset Cottage Just for Couples near Lyme Regis

Cosy Dorset Cottage Just for Couples near Lyme Regis

BRIDPORT
Located in Bridport, this vacation home is a 5-minute drive from South West Coast Path Section 47 Trailhead and 5 minutes from Charmouth Heritage Coast ...
Cosy Dorset Cottage Just for Couples near Lyme Regis
Host & Stay | Clearmount Cottage

Host & Stay | Clearmount Cottage

Weymouth
With a stay at this vacation home in Weymouth, you'll be by the sea, within a 5-minute drive of Weymouth Beach and Weymouth Bay.
Host & Stay | Clearmount Cottage
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Upwey Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Upwey vacation homes are the perfect way for you to wing it.

Holiday houses in Upwey let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Upwey in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Upwey adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Upwey with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Upwey vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Upwey Holiday Homes essential information

Accommodation
240 Holiday Homes
Lowest Price
AU$125
Highest Price
AU$183
Popular accommodation
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach, Quiet location, short walk to beach, with views of Portland and Jurassic coast, Beautiful large Georgian house with a big garden. Perfect for a family or two!, A contemporary house close to the town centre with fantastic views over Radipole Lake., Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset, Barn conversion, quiet location and heated swimming pool ( from mid May) , Stable Conversion Near Lulworth Cove/Jurassic Coast, Cosy Dorset Cottage Just for Couples near Lyme Regis, Host & Stay | Clearmount Cottage

Top trending hotels in Upwey

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 13 Apr to 14 Apr
AU$183
includes taxes & fees
13 Apr - 14 Apr
With a stay at Best Western Weymouth Hotel Rembrandt in Weymouth, you'll be by the sea, within a 5-minute drive of Weymouth Beach and Greenhill Beach.
Best Western Weymouth Hotel Rembrandt
The Jubilee Hotel East- with Spa Facilities

The Jubilee Hotel East- with Spa Facilities

3 out of 5
143-146 The Esplanade, Weymouth, England
The price is AU$158 per night from 30 Apr to 1 May
AU$158
includes taxes & fees
30 Apr - 1 May
With a stay at The Jubilee Hotel East- with Spa Facilities, you'll be centrally located in Weymouth, within a 5-minute drive of Weymouth Beach and Weymouth ...
The Jubilee Hotel East- with Spa Facilities
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade, Weymouth, England
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 7 Apr to 8 Apr
AU$125
includes taxes & fees
7 Apr - 8 Apr
When you stay at Fairhaven Hotel in Weymouth, you'll be near the beach, within a 10-minute walk of Weymouth Beach and Weymouth Bay.
Fairhaven Hotel
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Lulworth Cove Inn

Lulworth Cove Inn

4 out of 5
Main Road, West Lulworth, Nr Wareham, Wareham, England
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 6 Apr to 7 Apr
AU$168
includes taxes & fees
6 Apr - 7 Apr
With a stay at Lulworth Cove Inn in Wareham, you'll be within a 5-minute drive of Durdle Door and Lulworth Cove.
Lulworth Cove Inn
Don't see what you're looking for?
See all available properties in Upwey
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.